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Search results; Over 1,000 homes in Jamaica

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Top guest favourite
Cabin in Jamaica
Wishing Well Cabin
3 bedrooms, 7 beds, 2 private bathrooms
7–12 Sept
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4.98 out of 5 average rating, 62 reviews
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Guest favourite
Tiny home in Jamaica
Hot Tub Fall Foliage · 10mi Stratton · Jamaica VT
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 376 reviews
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Top guest favourite
Guest house in Jamaica
The Chick Inn
1 bedroom, 1 king bed, WC
7–12 Sept
4.96 out of 5 average rating, 200 reviews
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Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Jamaica
Green Mountain Modern House: iconic modern getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
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Guest favourite
Cabin in Jamaica
Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 113 reviews
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Top guest favourite
Cabin in Jamaica
Cozy Cabin at Frog Pond Farm
1 bedroom, 4 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 319 reviews
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Top guest favourite
Home in Stratton
Modern Cabin ~ 3min to Stratton Resort
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 145 reviews
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Guest favourite
Home in Townshend
30-Acre Chalet | Peak Foliage, Hot Tub & Sauna
5 bedrooms, 10 beds, 2.5 bathrooms
1–6 Sept
4.78 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Townshend
Private Apt. on Farm, Hot Tub with views!
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 281 reviews
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Guest favourite
Home in Jamaica
Magic Cottage in Jamaica Vermont
4 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Chalet in Jamaica
Chalet-Swim-View-Fire Pit-7min to Stratton-Dog OK
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
4.79 out of 5 average rating, 556 reviews
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Guest favourite
Flat in West Townshend
Private Apt on Farm, Hot Tub with views!
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 393 reviews
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Top guest favourite
Chalet in Jamaica
Designer Chalet w/ Mountain Views close to it all
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.99 out of 5 average rating, 109 reviews
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Guest favourite
Home in Winhall
Hilltop Hideaway: Stratton Views | Hot Tub | A/C
3 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 66 reviews
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Top guest favourite
Cabin in Wardsboro
Mt. Snow/Stratton Log Cabin in the Woods
3 bedrooms, 8 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 67 reviews
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Guest favourite
Chalet in Wardsboro
The Great Escape!
4 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Home in Winhall
Modern Cabin with Hot Tub & EV Charging Station
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 356 reviews
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Top guest favourite
Home in Stratton
The MountainTop | Stratton & Mt Snow | Fire Pit
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 18 reviews